The Zebra

Senior Manager, Digital Sales (Remote, Texas)

Austin, Texas, United States

Not SpecifiedCompensation
Senior (5 to 8 years)Experience Level
Full TimeJob Type
UnknownVisa
Insurance, Digital Engagement, Customer Experience, AI & Chat TechnologiesIndustries

Position Overview

  • Location Type: Remote
  • Employment Type: Full-Time
  • Salary: (Not provided in the description)

The Zebra is revolutionizing how connected consumers research and shop for insurance. We are seeking a visionary and execution-focused Senior Agency Manager, Digital & Chat to lead the evolution of our digital engagement channels across web, mobile, chat, and social. In this role, you will shape and execute the roadmap for AI-enabled customer interactions, champion cross-functional collaboration, and optimize digital customer journeys to enhance satisfaction and drive conversions. The ideal candidate blends strategic thinking with technical acumen and thrives in fast-paced, cross-functional environments.

Requirements

  • 5–7+ years of experience in digital customer experience, product operations, or chat platform management, ideally in a fast-paced tech or agency setting.
  • Proven track record implementing and optimizing AI-powered chat and live chat solutions at scale.
  • Strong project management and vendor oversight skills.
  • Ability to lead cross-functional initiatives from concept to execution.
  • Analytical mindset with experience tracking KPIs and using insights to drive strategy and improvements.
  • Excellent communicator with the ability to translate between technical and non-technical stakeholders.

Responsibilities

  • Develop and execute a multi-channel digital engagement roadmap across web, mobile, chat, and social platforms.
  • Champion seamless digital user experiences to drive self-service, reduce friction, and support growth.
  • Lead the implementation and continuous optimization of AI-driven chatbots and live chat systems.
  • Drive internal adoption, training, and performance of digital chat tools in partnership with data and engineering.
  • Oversee vendor relationships and evaluate new technologies that support digital engagement goals.
  • Act as a cross-functional connector between product, engineering, CX, marketing, and sales ops.
  • Define and track KPIs like CSAT, NPS, containment rate, and conversion metrics to inform improvements.
  • Use insights to test, iterate, and regularly audit digital touchpoints for quality and consistency.

Application Instructions

  • The job description mentions an interview process consisting of a Recruiter Interview (30 mins). Further details on how to apply are not provided.

Company Information

  • Company: The Zebra
  • Culture: Intentionally strives to build diverse teams that feel inclusive for all. Motto: "All Stripes Welcome."
  • Location: Remote (U.S.) with the option to work from the Austin, Texas office or a hybrid setup.

Skills

Digital Customer Experience
Product Operations
Chat Platform Management
AI-powered chat
Live chat solutions
Project Management
Vendor Oversight
Cross-functional Leadership
KPI Tracking
Data Analysis
Technical and Non-Technical Communication

The Zebra

Online platform for insurance quote comparison

About The Zebra

The Zebra operates in the insurance comparison market, helping consumers quickly find car and home insurance quotes. Users can enter their personal information and coverage needs on the platform, which then displays quotes from over 100 trusted insurance providers in about 90 seconds. This process allows individuals to compare rates side by side, making it easier to choose the best option without contacting multiple companies. Unlike many competitors, The Zebra offers this service for free, earning revenue through partnerships with insurance providers when users select a quote. The goal of The Zebra is to simplify the insurance shopping experience, providing transparency and saving consumers money.

Austin, TexasHeadquarters
2012Year Founded
$246.7MTotal Funding
LATE_VCCompany Stage
Fintech, Financial ServicesIndustries
201-500Employees

Risks

Increased competition from insurtech startups like Gabi and Policygenius.
Consumer privacy concerns may impact data collection for personalized quotes.
Economic downturns could reduce consumer spending on insurance products.

Differentiation

The Zebra offers a user-friendly platform for quick insurance quote comparisons.
It partners with over 100 trusted insurance providers for comprehensive coverage options.
The Zebra's commission-based model keeps the service free for consumers.

Upsides

The Zebra's recent acquisition of Marble enhances its market position.
AI-driven chatbots streamline customer service and quote comparison processes.
Machine learning algorithms tailor insurance recommendations to customer preferences.

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